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Herein, we described the asymmetric total synthesis of (–)-brazilane, an optically active natural product. The key steps of this synthetic approach are a lipase-catalyzed desymmetrisation reaction of a prochiral diol using vinyl acetate to prepare a chiral primary alcohol and a trifluoroacetic acid-catalyzed one pot intramolecular tandem Prins/Friedel-Crafts reaction used to construct the  cis -fused chromane and indane framework.

Total synthesis of (–)-brazilane via a lipase-catalyzed desymmetrisation reaction